CAS 145100-51-2|2-[N,N-Bis(trifluoromethanesulfonyl)amino]-5-chloropyridine|N-(5-chloropyridin-2-yl)-1,1,1-trifluoro-N-trifluoromethanesulfonylmethanesulfonamide|N-(5-chloropyridin-2-yl)-1,1,1-trifl...

General Information

Structure

Molecular Formula

C₇H₃ClF₆N₂O₄S₂

Molecular Mass

392.6831392

Exact Mass

391.91269559

Charge

InChI

InChI=1S/C7H3ClF6N2O4S2/c8-4-1-2-5(15-3-4)16(21(17,18)6(9,10)11)22(19,20)7(12,13)14/h1-3H

InChIKey

TUFGVZMNGTYAQD-UHFFFAOYSA-N

Canonic Smiles

Clc1ccc(nc1)N(S(=O)(=O)C(F)(F)F)S(=O)(=O)C(F)(F)F

Isomeric Smiles

n1c(N(S(=O)(=O)C(F)(F)F)S(=O)(=O)C(F)(F)F)ccc(c1)Cl

Calculated Properties

JChem

H Acceptors

H Donor

LogD (pH = 5.5)

4.0276833

LogD (pH = 7.4)

4.0276833

Log P

4.0276833

Molar Refractivity

59.7703

Polarizability

24.491127

Polar Surface Area

84.41

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Names and Identifiers

Synonyms

2-[N,N-Bis(trifluoromethanesulfonyl)amino]-5-chloropyridineN-(5-Chloropyridin-2-yl)triflimideN,N-双(三氟甲基磺酰)-5-氯-2-吡啶胺N,N-Bis(trifluoromethylsulfonyl)-5-chloro-2-pyridylamineComins’ Reagent2-{Bis[(trifluoromethyl)sulphonyl]amino}-5-chloropyridineN-(5-Chloro-2-pyridyl)bis(trifluoromethanesulfonimide)2-[N,N-Bis(trifluoromethylsulfonyl)amino]-5-chloropyridineN-(5-氯-2-吡啶基)双(三氟甲烷磺酰亚胺)2-[N,N-双(三氟甲基磺酰)氨基]-5-氯吡啶Comins 试剂2-[N,N-Bis(trifluoromethylsulfonyl)amino]-5-chloropyridine2-[N,N-Bis(Trifluoromethylsulphonyl)amino]-5-chloropyridineN-(5-Chloro-2-pyridyl)triflimide2-[N,N-Bis(trifluoromethanesulfonyl)amino]-5-chloropyridine2-[N,N-双(三氟甲烷烷磺酰)氨基]-5-氯吡啶

IUPAC Traditional name

N-(5-chloropyridin-2-yl)-1,1,1-trifluoro-N-trifluoromethanesulfonylmethanesulfonamide

IUPAC name

N-(5-chloropyridin-2-yl)-1,1,1-trifluoro-N-trifluoromethanesulfonylmethanesulfonamide

Names and Identifiers

Registration numbers

CAS Number

EC Number

Beilstein Number

MDL Number

PubChem SID

PubChem CID

Registration numbers

Properties

Product Information

Purity

99%

96%

98%

Empirical Formula (Hill Notation)

C7H3ClF6N2O4S2

Physical Property

Melting Point

45-47°C

45-47 °C(lit.)

44-47°C

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

Sigma Aldrich

403644

Packaging
1, 5 g in glass bottle
Application
Provides good yields of vinyl triflates from the corresponding ketone enolates or dienolates.1,2,3
Reactant for: Suzuki-Miyaura cross coupling Synthesis of nicotinic acetylcholine receptor-selective ligands Enantioselective desymmetrizing palladium catalyzed carbonylation reactions Synthesis of high affinity niacin receptor GPR109A agonists Preparation of heteroaromatics

Molecule Details

References

PubChem Literature

From Data Sources

• Highly reactive triflating agent which converts lithium enolates of ketones to vinyl triflates rapidly at low temperatures: Tetrahedron Lett., 33, 6299 (1992). Used in the total synthesis of (-)-porantheridine: J. Am. Chem. Soc.115, 8851 (1993), and the trans decahydroquinoline alkaloid (+)-219A: J. Org. Chem., 60, 794 (1995).

References

Bioactivity

PubChem BioAssay

Bioactivity